The Road Not Taken

1) The speaker does not feel that he has made the wrong choice taking the road less traveled. The speaker sighs because he could not take both roads but it thankful that he has taken the one less traveled.

2) The choice between to similar roads will make a difference later on down the line because like in life one path may only be a little different than the other but it opens up into an entirely different journey. 

In the poem the speaker comes to a point in his life where he has the choice to make a decision between two things. One would be the choice that many people before him have made and the other would be taking a small chance and doing the thing that fewer people have done. In the end the speaker does not sigh because he is disappointed about his decision  but more of a sigh that he is happy with his choice. "I-I took the road less traveled by, and that has made all the difference" shows that he has gotten more out of the path less taken.